Best Would You Rather Prompts for Email Marketing Communities

Need help sparking lively conversations in your email marketing community? Would You Rather templates offer a playful way to break the ice and fuel imaginative debates. Use these ready-made prompts to inspire participation and get members thinking creatively.

Email Marketing 41 Templates

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Why This Works

Would You Rather questions are powerful conversation starters because they present members with two interesting scenarios, making it easy for anyone to jump in with an opinion. These prompts remove the pressure of deep expertise while still connecting to email marketing themes, making participation feel accessible and fun.

The playful nature of Would You Rather questions helps members see familiar topics from new angles. This encourages creativity, sparks curiosity, and often leads to deeper discussions as members explain their choices. Such engagement not only boosts activity but also strengthens the bonds within your community.

By tapping into relatable email marketing dilemmas or dreams, these templates invite both novices and experts to share their preferences and experiences. This approach supports a sense of belonging and keeps community energy high.

41 Ready-to-Use Templates

1

Would you rather write a catchy subject line or design a stunning email layout?

๐Ÿ’ก Example: "Would you rather write a catchy subject line or design a stunning email layout? Share why!"

๐ŸŸก Medium Engagement Barrier ๐Ÿ‘ค Average #creativity #skills #design
2

Would you rather have a 50 percent open rate or a 10 percent click rate on your next campaign?

๐Ÿ’ก Example: "Would you rather have a 50 percent open rate or a 10 percent click rate? Explain your pick!"

๐ŸŸก Medium Engagement Barrier ๐Ÿ‘ค Average #metrics #results #strategy
3

Would you rather segment your list by interest or by engagement level?

๐Ÿ’ก Example: "Would you rather segment your list by interest or by engagement level?"

๐ŸŸข Low Engagement Barrier ๐Ÿ‘ค Lurker #segmentation #strategy
4

Would you rather A/B test subject lines or send time for every campaign?

๐Ÿ’ก Example: "Would you rather A/B test subject lines or send time? Tell us why!"

๐ŸŸก Medium Engagement Barrier ๐Ÿ‘ค Average #testing #optimization
5

Would you rather write a weekly newsletter or a monthly deep dive?

๐Ÿ’ก Example: "Would you rather write a weekly newsletter or a monthly deep dive? Vote below!"

๐ŸŸก Medium Engagement Barrier ๐Ÿ‘ค Irregular #content #frequency
6

Would you rather increase your open rate by 10 percent or your unsubscribe rate drop by 5 percent?

๐Ÿ’ก Example: "Would you rather increase open rates or reduce unsubscribes?"

๐ŸŸข Low Engagement Barrier ๐Ÿ‘ค Lurker #metrics #improvement
7

Would you rather automate your entire welcome series or your re-engagement campaign?

๐Ÿ’ก Example: "Would you rather automate your welcome series or re-engagement campaign? Why?"

๐ŸŸก Medium Engagement Barrier ๐Ÿ‘ค Average #automation #workflows
8

Would you rather grow your list quickly with contests or slowly with referrals?

๐Ÿ’ก Example: "Would you rather grow your list with contests or referrals? Share your choice!"

๐Ÿ”ด High Engagement Barrier ๐Ÿ‘ค Frequent #list growth #strategy
9

Would you rather have unlimited email design resources or unlimited copywriting help?

๐Ÿ’ก Example: "Would you rather have unlimited design or copywriting resources? Why?"

๐Ÿ”ด High Engagement Barrier ๐Ÿ‘ค Top #resources #team
10

Would you rather manage one big list or multiple smaller segmented lists?

๐Ÿ’ก Example: "Would you rather manage one big list or several small ones? Explain!"

๐ŸŸก Medium Engagement Barrier ๐Ÿ‘ค Average #list management #organization
11

Would you rather write to a B2B or a B2C audience for your next campaign?

๐Ÿ’ก Example: "Would you rather write to a B2B or B2C audience?"

๐ŸŸข Low Engagement Barrier ๐Ÿ‘ค Irregular #audience #writing
12

Would you rather use emojis in every subject line or never use them again?

๐Ÿ’ก Example: "Would you rather use emojis in every subject or never again? Tell us!"

๐ŸŸก Medium Engagement Barrier ๐Ÿ‘ค Frequent #subject lines #style
13

Would you rather have a list of 1,000 superfans or 10,000 casual subscribers?

๐Ÿ’ก Example: "Would you rather have 1,000 superfans or 10,000 casual subscribers? Why?"

๐Ÿ”ด High Engagement Barrier ๐Ÿ‘ค Top #audience #engagement
14

Would you rather deal with a deliverability issue or a design bug in your next send?

๐Ÿ’ก Example: "Would you rather face deliverability or design bugs? Share your thoughts!"

๐ŸŸก Medium Engagement Barrier ๐Ÿ‘ค Average #troubleshooting #challenges
15

Would you rather create a campaign for a product launch or a holiday sale?

๐Ÿ’ก Example: "Would you rather create a campaign for a launch or a holiday sale?"

๐ŸŸข Low Engagement Barrier ๐Ÿ‘ค Irregular #campaigns #events
16

Would you rather your emails be opened on mobile or desktop by 90 percent of readers?

๐Ÿ’ก Example: "Would you rather 90 percent open on mobile or desktop? Why?"

๐ŸŸก Medium Engagement Barrier ๐Ÿ‘ค Average #devices #analytics
17

Would you rather personalize every email or automate all your follow-ups?

๐Ÿ’ก Example: "Would you rather personalize every email or automate follow-ups? Explain!"

๐ŸŸก Medium Engagement Barrier ๐Ÿ‘ค Average #personalization #automation
18

Would you rather work with a small engaged list or a huge but cold list?

๐Ÿ’ก Example: "Would you rather have a small engaged list or a huge cold list? Why?"

๐Ÿ”ด High Engagement Barrier ๐Ÿ‘ค Top #audience #list quality
19

Would you rather spend your time designing templates or analyzing reports?

๐Ÿ’ก Example: "Would you rather design templates or analyze reports?"

๐ŸŸข Low Engagement Barrier ๐Ÿ‘ค Lurker #skills #preferences
20

Would you rather have every email go viral or never land in spam again?

๐Ÿ’ก Example: "Would you rather have every email go viral or never hit spam? Tell us!"

๐Ÿ”ด High Engagement Barrier ๐Ÿ‘ค Frequent #results #deliverability
21

Would you rather have unlimited budget for tools or for paid list growth?

๐Ÿ’ก Example: "Would you rather spend unlimited budget on tools or list growth? Why?"

๐ŸŸก Medium Engagement Barrier ๐Ÿ‘ค Average #budget #tools
22

Would you rather focus on onboarding emails or retention emails for the next quarter?

๐Ÿ’ก Example: "Would you rather work on onboarding or retention emails?"

๐ŸŸข Low Engagement Barrier ๐Ÿ‘ค Irregular #strategy #planning
23

Would you rather never use images again or never use links again in your emails?

๐Ÿ’ก Example: "Would you rather never use images or never use links? Vote and discuss!"

๐ŸŸก Medium Engagement Barrier ๐Ÿ‘ค Frequent #content #limitations
24

Would you rather double your frequency or halve your list size tomorrow?

๐Ÿ’ก Example: "Would you rather double frequency or halve your list size? Why?"

๐ŸŸก Medium Engagement Barrier ๐Ÿ‘ค Average #frequency #list size
25

Would you rather send plain text emails only or rich HTML emails only?

๐Ÿ’ก Example: "Would you rather send plain text or HTML emails only? Share your choice!"

๐ŸŸก Medium Engagement Barrier ๐Ÿ‘ค Average #format #preferences
26

Would you rather write long-form educational emails or short promotional blasts?

๐Ÿ’ก Example: "Would you rather write long-form emails or short promos?"

๐ŸŸข Low Engagement Barrier ๐Ÿ‘ค Lurker #content #style
27

Would you rather deal with a sudden unsubscribe spike or a technical glitch?

๐Ÿ’ก Example: "Would you rather handle unsubscribes or tech glitches? Why?"

๐ŸŸก Medium Engagement Barrier ๐Ÿ‘ค Average #challenges #problems
28

Would you rather handle copy edits or manage the email build process?

๐Ÿ’ก Example: "Would you rather do copy edits or email build management?"

๐ŸŸข Low Engagement Barrier ๐Ÿ‘ค Irregular #roles #tasks
29

Would you rather reply to 100 subscriber questions or build a new automation in a day?

๐Ÿ’ก Example: "Would you rather answer 100 questions or build new automation? Explain!"

๐ŸŸก Medium Engagement Barrier ๐Ÿ‘ค Frequent #tasks #support
30

Would you rather your emails always land at the top of inboxes or always get high click rates?

๐Ÿ’ก Example: "Would you rather always land top of inboxes or have high clicks? Why?"

๐Ÿ”ด High Engagement Barrier ๐Ÿ‘ค Top #results #priorities
31

Would you rather send an email campaign with a typo or with a broken link?

๐Ÿ’ก Example: "Would you rather send a typo or a broken link in your campaign? Discuss!"

๐Ÿ”ด High Engagement Barrier ๐Ÿ‘ค Frequent #mistakes #campaigns
32

Would you rather only send early morning emails or only late evening emails for a month?

๐Ÿ’ก Example: "Would you rather send only early morning or late evening emails?"

๐ŸŸข Low Engagement Barrier ๐Ÿ‘ค Lurker #timing #experiments
33

Would you rather your emails be shared on social media or forwarded to a friend?

๐Ÿ’ก Example: "Would you rather your emails be shared on social or forwarded to a friend? Why?"

๐ŸŸก Medium Engagement Barrier ๐Ÿ‘ค Irregular #sharing #reach
34

Would you rather write for a niche industry or a broad audience?

๐Ÿ’ก Example: "Would you rather write emails for a niche or a broad audience?"

๐ŸŸข Low Engagement Barrier ๐Ÿ‘ค Lurker #audience #writing
35

Would you rather redo your whole email template or rewrite all your copy from scratch?

๐Ÿ’ก Example: "Would you rather redo templates or rewrite all copy? Share your thoughts!"

๐ŸŸก Medium Engagement Barrier ๐Ÿ‘ค Average #revamping #design
36

Would you rather be known for witty subject lines or beautiful email designs?

๐Ÿ’ก Example: "Would you rather be known for witty subjects or beautiful designs? Why?"

๐Ÿ”ด High Engagement Barrier ๐Ÿ‘ค Frequent #branding #recognition
37

Would you rather only send emails on holidays or never on holidays again?

๐Ÿ’ก Example: "Would you rather send emails only on holidays or never on holidays?"

๐ŸŸข Low Engagement Barrier ๐Ÿ‘ค Irregular #timing #holidays
38

Would you rather always get instant feedback or detailed analytics from your campaigns?

๐Ÿ’ก Example: "Would you rather get instant feedback or detailed analytics? Explain!"

๐ŸŸก Medium Engagement Barrier ๐Ÿ‘ค Average #feedback #analytics
39

Would you rather your unsubscribe link be prominent or hidden at the bottom?

๐Ÿ’ก Example: "Would you rather have a prominent or hidden unsubscribe link?"

๐ŸŸข Low Engagement Barrier ๐Ÿ‘ค Lurker #compliance #user experience
40

Would you rather your emails never be marked as promotions or always get replies?

๐Ÿ’ก Example: "Would you rather avoid promotions tab or always get replies? Share why!"

๐Ÿ”ด High Engagement Barrier ๐Ÿ‘ค Top #deliverability #engagement
41

Would you rather spend a day learning a new ESP or perfecting your current workflow?

๐Ÿ’ก Example: "Would you rather learn a new ESP or perfect your workflow? Explain!"

๐ŸŸก Medium Engagement Barrier ๐Ÿ‘ค Frequent #tools #learning

How to Use These Templates

To use these templates, simply copy and paste a question into your community platform of choice. Encourage members to vote or comment with their choice and share the reasoning behind it. For extra engagement, invite members to reply to others or run quick polls alongside the post. Rotate through different topics to keep discussions fresh and engaging. Use these prompts as weekly icebreakers or conversation starters in themed threads.

Best Practices

  • Keep questions lighthearted and easy to answer.
  • Relate each scenario directly to common email marketing experiences.
  • Prompt members to explain their reasoning for deeper conversation.
  • Rotate topics to appeal to different roles and experience levels.
  • Avoid controversial or overly complex scenarios.

All Platforms Tips

On all platforms, post at times when your audience is most active to maximize visibility. Use engaging visuals or emojis to draw attention. Encourage quick replies by keeping the prompt short. On platforms with polling features, consider adding a poll to track votes. Always follow up with comments to keep the conversation going.

Frequently Asked Questions

Should my Would You Rather prompts focus on email design elements (like 'bold CTAs vs. subtle CTAs') or campaign strategy choices (such as 'A/B testing subject lines vs. pre-header text')?

Mixing both design elements and strategic decisions keeps your community engaged at different expertise levels. Prompts about design (e.g., CTAs, image vs. plain text) spark quick opinions and visual preferences, while strategy-based questions (e.g., testing subject lines vs. pre-headers) prompt deeper discussion for advanced members. Rotate between these to maximize engagement.

How can I create Would You Rather questions that address deliverability challenges unique to email marketers?

Frame prompts around common deliverability dilemmas, such as 'Would you rather use double opt-in and have a smaller but more engaged list, or stick with single opt-in for higher subscriber numbers but more risk?' or 'Would you rather clean your list biannually with strict filters or risk occasional bounces for a larger reach?' These questions get members sharing their real-world solutions and experiences.

Is it effective to use Would You Rather posts comparing list growth tactics, like 'lead magnets vs. contests,' to spark debates among ESP users?

Absolutely. Email marketers often have strong opinions about list-building tactics. Prompts like 'Would you rather run a gated content campaign or a social media contest to grow your list?' encourage members to share success stories and platform-specific tips, especially since different ESPs (like Mailchimp vs. Klaviyo) handle these tactics differently.

How do I handle disagreements or strong opinions when Would You Rather prompts pit controversial email practices against each other (e.g., 'sending daily vs. weekly newsletters')?

Encourage respectful debate by reminding members that different audiences respond to different frequencies or tactics. Use strong engagement as a way to surface nuanced perspectives, and consider summarizing the community's insights after the discussion to add value for everyone.

Can Would You Rather prompts highlight the pros and cons of using advanced email features, such as 'dynamic content vs. segmentation' for personalization?

Yes, this is an excellent approach. Pose questions like 'Would you rather invest in complex dynamic content or focus on granular segmentation for personalized campaigns?' Members will offer firsthand experience on ROI, ESP support, and technical challenges, helping the community learn from real implementations.

What are the best ways to frame a Would You Rather question around compliance issues, such as 'strict GDPR adherence vs. maximizing data collection'?

Tread carefully but directly. These prompts spark important conversations about balancing compliance and growth. For example, 'Would you rather risk slower list growth for airtight GDPR compliance, or prioritize speed and deal with compliance as issues arise?' Such questions allow members to share how they navigate legal requirements in practical scenarios.

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